Perfumery compositions containing patchouli oil and 8-camphene carbinol

ABSTRACT

The known compound 8-camphene carbinol has been found to act as a perfumery extender for Patchouli Oil in perfumery compositions when present in a concentration of from 1 to 200 parts by weight per 100 parts by weight of the Patchouli Oil. This extended Patchouli oil may be substituted for natural Patchouli Oil without significant impairment of aroma in many applications.

United States Patent Janes et al.

[ June 27, 1972 PERFUMERY COMPOSITIONS CONTAINING PATCIIOULI OIL AND 8-CAMPIIENE CARBINOL inventors: John Francis Janes, Epping, Essex; BrianGeorge Jaggers, Romford, Essex; Anthony John Curtis, Southsea, all ofEngland Asaigncc: Bush Boake Allen Limited, London, En-

gland Filed: July 8, 1969 Appl. No.: 840,029

Foreign Application Priority Data July 23, 1968 Great Britain..35,198/68 u.s. Cl v.252/522 rm. Cl.

Field of Search ..25 2/522; 167/94 Poucher, Perfumes, Cosmetics andSoaps, Vol 1, 5th Edition, 1942, D. Van Nostrand C0., Inc., N.Y., pages322-325 Primary Examiner-Jerome D. Goldberg Assistant Examiner-VincentD. Turner Attorneyl-Ierbert H. Goodman 57 ABSTRACT The known compound8-camphene carbinol has been found to act as a perfumery extender forPatchouli Oil in perfumery compositions when present in a concentrationof from 1 to 200 parts by weight per 100 parts by weight of thePatchouli Oil. This extended Patchouli oil may be substituted fornatural Patchouli Oil without significant impairment of aroma in manyapplications.

7 Claims, No Drawings PERFUMERY COMPOSITIONS CONTAINING PATCHOULI OILAND S-CAMPHENE CAlRBllNOL This invention relates to certain perfumerycompositions, namely those containing Patchouli Oil.

Compounded perfumery compositions contain a number of ingredients whichmay be of natural or synthetic origin. The ingredients are blended bythe perfumer to create the desired odor effect. Patchouli Oil (anessential oil derived from Pogostemon Patchouli) has a warm aromaticspicy odor with a woody balsamic dry note. Where the perfumer wishes toinclude this type of note in a perfumery composition for example one ofan oriental type, he will use Patchouli Oil. However, natural Oil ofPatchouli is an expensive essential oil and of limited availability.Attempts have been made to simulate the odor of Patchouli Oil by a blendof synthetic perfumery chemicals, but so far this object has not beenachieved.

It has now been discovered that Patchouli Oil may be diluted or extendedby the incorporation therein of 8- camphene carbinol without appreciableloss of the characteristic odor effect of the Patchouli Oil. Thus, ithas been discovered that 8-camphene carbinol can be used as a partialreplacement for Patchouli Oil in compounded perfumery compositions.

Accordingly, the present invention comprises a compounded perfumerycomposition which comprises natural Oil of Patchouli with which therehas been incorporated from 1 to 200 parts of 8-camphene carbinol per 100parts of the Patchouli Oil.

8-Camphene carbinol has the chemical (represented in conventionalterpene symbolism) CHzOH The compound has also been described as A-camphenilane ethanol or 3,3-dimethyl-A -norbomane ethanol. It may beobtained by a Prins type of reaction between camphene and formaldehyde,for example as described by Langlois C.A., 14, 2777, who incidentallystates the compound is odorless. Thus '20 prepare 8-camphene carbinolcamphene may be treated with formaldehyde in the presence of an acid.Often acetic acid is used and the product is then a mixture of8-camphene carbinol and the acetate ester thereof. This mixture is thensubjected to saponification and the free alcohol purified bydistillation under vacuum.

The Patchouli Oil is obtained from natural sources by steam distillationof the leaves of Pogostemon Patchouli, which grows in such countries asIndonesia, Seychelle Islands, Malaya and China. It is used as producedor after having undergone some purification technique, such asredistillation.

The B-camphene carbinol may be present in an amount of from 1 to 200parts by weight per 100 parts by weight of the Patchouli Oil. Amounts ofthe 8-camphene carbinol at the lower end of this range, i.e., from 1 to25 parts by weight, are best used when the S-camphene carbinol is thesole, or substantially the sole, diluent for the Patchouli Oil. In suchamounts the odor of the Patchouli Oil is afiected only negligibly.Consequently the expensive Patchouli Oil has been extended by thecheaper 8-camphene carbinol. Larger proportions of 8-camphene carbinolmay also be employed, but at these levels the desirable odor ofPatchouli Oil may be somewhat modified. Nevertheless, the difierent odoreffect still finds use in the formulation of compounded perfumerycompositions.

Of more importance, however, is that by adding certain further perfumerycomponents to the blend of Patchouli Oil and 8-camphene carbinol, thedesirable odor of natural Patchouli Oil can be more closely simulated,but now the actual proportion of the Patchouli Oil present is muchsmaller. In such cases there will often be employed an amount of 25-200parts of 8-camphene carbinol per 100 parts by weight of Patchouli Oil;an amount of 50 to 150 parts usually being optimum.

Perfumery compounds which we have found to provide this effect ofnaturalizing" the odor of a blend of Patchouli Oil and 8-camphenecarbinol so that it more closely simulates the efiect of naturalPatchouli Oil include compounds whose perfumery qualities feature inother patent applications of which we are aware. For instance there maybe employed for this purpose guaioxide of the formulaw-hydroxymethyllongifolene of the formula and/or isolongifolene oxidate(see e.g. Netherlands Application No. 68.15455). Any or all of suchcomponents may be present in an amount of up to twice the weight of the8- camphene carbinol employed, though usually any or all of thesecomponents will be present in an amount of up to the weight of the8-camphene carbinol. When any or all of these components is employed anamount of at least 25 percent based on the weight of the S-camphenecarbinol is preferred.

The extended Patchouli Oil of the invention may be used in compositionswhere natural Patchouli Oil would have been used, for example incombination with Sandalwood Oil, Vetivert Oil, Oakmoss, lonone,Labdanum, methyl ionone and/or synthetic substitutes thereof.

The extended Patchouli Oil will find use as a constituent of acompounded perfumery composition in which a number of perfumerymaterials, of natural and/or synthetic origin will be blended togetherto produce a particular desired odor effect. Such compositions may thenbe used in space sprays or can be blended in soap, detergent ordeodorant compositions, including bath salts, shampoos, toilet waters,face cream, talcum powders, body lotions, sun cream preparations andshave lotions and creams. The perfumery compositions can also be used toperfume substrates such as fibers, fabrics and paper products.

The invention is illustrated by the following Examples in which allquantities are expressed on a weight basis.

EXAMPLE 1 Patchouli Oil parts) obtained from the Seychelle Islands wasblended with 8-camphene carbinol (20 parts). The carbinol was found toact as an extender for the Patchouli Oil in that the characteristic odoreffect of the latter was only slightly modified.

EXAMPLE 2 The extended Patchouli Oil as prepared in Example I wasExtended Patchouli Oil (Example 1) 40 Coumarin 50 Musk ketone 50 Amylsalicylate 60 Cedarwood Oil (American) 60 Citronellol 60 Benzyl acetate80 Phenyl ethyl alcohol 150 Terpinyl acetate 150 EXAMPLE 3 A PatchouliOil Extender base was prepared by blending the following ingredients.

Parts 8-camphene carbinol 38 Guaioxide 27 lsolongifolene oxidate 20w-Hydroxymethyl longifolene l Cedrol 3 Sandalwood Oil (East Indian) 2This mixture (46 parts) was then blended with natural Patchouli Oil(Seychelles) (60 parts) to provide a satisfactory extended PatchouliOil.

EXAMPLE 4 The extended Patchouli Oil prepared in Example 3 wasincorporated into a compounded perfumery composition of the Fougere typecontaining the following ingredients.

Coumarin Amy] salicylate 60 Methyl ionone Cedarwood Oil (American) CloveStern Oil (Zanzibar) 80 Vetivert Oi] (Bourbon) 80 Extended Patchouli Oil(Example 3) Lavandin Oil We claim:

1. A compounded perfumery composition which comprises natural Oil ofPatchouli with which there has been incorporated from 1 to 200 parts byweight of 8-camphene carbinol per 100 parts by weight of the PatchouliOil.

2. A composition as claimed in claim 1 wherein the 8- camphene carbinolis present in a concentration of from 1 to 25 parts by weight per 100parts by weight of the Patchouli Oil.

3. A composition as claimed in claim 1, wherein said composition alsocontains an effective amount of a further perfumery ingredient selectedfrom the group consisting of.Sandalwood Oil, Vetivert oil, Oakmoss,lonone, Labdanum, and methyl ionone.

4. A composition as claimed in claim 1 wherein the 8- camphene carbinolis present in a concentration of from 25-200 parts by weight per 100parts by weight of the Patchouli Oil and wherein said composition alsocontains at least one additional compound selected from the groupconsisting of guaioxide, w-hydroxymethyl-longifolene andisolongifoleneoxidate in an amount up to twice the weight of the 8-camphene carbinol in said com osition. 5. A composition as claime 111claim 4 wherein said additional compound is present in an amount of atleast 25 percent based on the weight of the 8-camphene carbinol in saidcom-' position.

6. A composition as claimed in claim 5 wherein the 8- camphene carbinolis present in an amount of 50-150 parts by weight per 100 parts byweight of Patchouli Oil.

7. A composition as claimed in claim 6, wherein said additional compoundis present in an amount of up to the weight of the S-camphene carbinolin said composition.

2. A composition as claimed in claim 1 wherein the 8-camphene carbinolis present in a concentration of from 1 to 25 parts by weight per 100parts by weight of the Patchouli Oil.
 3. A composition as claimed inclaim 1, wherein said composition also contains an effective amount of afurther perfumery ingredient selected from the group consisting ofSandalwood Oil, Vetivert oil, Oakmoss, Ionone, Labdanum, and methylionone.
 4. A composition as claimed in claim 1 wherein the 8-camphenecarbinol is present in a concentration of from 25-200 parts by weightper 100 parts by weight of the Patchouli Oil and wherein saidcomposition also contains at least one additional compound selected fromthe group consisting of guaioxide, w-hydroxymethyl-longifolene andisolongifolene oxidate in an amount up to twice the weight of the8-camphene carbinol in said composition.
 5. A composition as claimed inclaim 4 wherein said additional compound is present in an amount of atleast 25 percent based on the weight of the 8-camphene carbinol in saidcomposition.
 6. A composition as claimed in claim 5 wherein the8-camphene carbinol is present in an amount of 50-150 parts by weightper 100 parts by weight of Patchouli Oil.
 7. A composition as claimed inclaim 6, wherein said additional compound is present in an amount of upto the weight of the 8-camphene carbinol in said composition.